(2'R,3R,5S)-1-(2,2'-dimethyl-[1',3']-dioxolan-4'-yl)-1-(4''-methoxy-benzyloxy)-3-methoxy-5-hexene

Base Information

Chemical Name:(2'R,3R,5S)-1-(2,2'-dimethyl-[1',3']-dioxolan-4'-yl)-1-(4''-methoxy-benzyloxy)-3-methoxy-5-hexene
CAS No.:213978-66-6
Molecular Formula:C₂₀H₃₀O₅
Molecular Weight:350.455
Hs Code.:

Synonyms:(2'R,3R,5S)-1-(2,2'-dimethyl-[1',3']-dioxolan-4'-yl)-1-(4''-methoxy-benzyloxy)-3-methoxy-5-hexene

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Chemical Property of (2'R,3R,5S)-1-(2,2'-dimethyl-[1',3']-dioxolan-4'-yl)-1-(4''-methoxy-benzyloxy)-3-methoxy-5-hexene

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Technology Process of (2'R,3R,5S)-1-(2,2'-dimethyl-[1',3']-dioxolan-4'-yl)-1-(4''-methoxy-benzyloxy)-3-methoxy-5-hexene

There total 11 articles about (2'R,3R,5S)-1-(2,2'-dimethyl-[1',3']-dioxolan-4'-yl)-1-(4''-methoxy-benzyloxy)-3-methoxy-5-hexene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

: 213978-51-9
(2'R,3R,5S)-1-(2,2'-dimethyl-[1',3']-dioxolan-4'-yl)-1-(4''-methoxy-benzyloxy)-hex-5-en-3-ol

: 74-88-4
methyl iodide

: 213978-66-6
(2'R,3R,5S)-1-(2,2'-dimethyl-[1',3']-dioxolan-4'-yl)-1-(4''-methoxy-benzyloxy)-3-methoxy-5-hexene

Guidance literature:: With potassium tert-butylate;
DOI:10.1016/S0040-4039(98)01258-1

Reference yield:

: 67320-20-1
2-deoxy-4,5-O-isopropylidene-D-threo-pentose diethyl dithioacetal

: 213978-66-6
(2'R,3R,5S)-1-(2,2'-dimethyl-[1',3']-dioxolan-4'-yl)-1-(4''-methoxy-benzyloxy)-3-methoxy-5-hexene

Guidance literature:: Multi-step reaction with 4 steps

1.1: t-BuOK / tetrahydrofuran / 1 h / -20 °C

1.2: 98 percent / NBu₄I / tetrahydrofuran / 15 h / 20 °C

2.1: 91 percent / aq. CaCO₃; Hg(ClO₄)2 / tetrahydrofuran / 3 h / 20 °C

3.1: diethyl ether / 3 h / -78 °C

3.2: 4.69 g / aq. NaOH; H₂O₂ / diethyl ether / 2 h / Heating

4.1: t-BuOK / tetrahydrofuran / 0.5 h / -20 °C

4.2: 97 percent / tetrahydrofuran / 6 h / 20 °C

With mercury(II) perchlorate; potassium tert-butylate; calcium carbonate; In tetrahydrofuran; diethyl ether;
DOI:10.1039/b308305e

Reference yield:

: 213978-50-8
(3R,4'R)-3-(2,2'-dimethyl-[1',3']-dioxolan-4'-yl)-3-(4''-methoxy-benzyloxy)-propionaldehyde

: 213978-66-6
(2'R,3R,5S)-1-(2,2'-dimethyl-[1',3']-dioxolan-4'-yl)-1-(4''-methoxy-benzyloxy)-3-methoxy-5-hexene

Guidance literature:: Multi-step reaction with 2 steps

1.1: diethyl ether / 3 h / -78 °C

1.2: 4.69 g / aq. NaOH; H₂O₂ / diethyl ether / 2 h / Heating

2.1: t-BuOK / tetrahydrofuran / 0.5 h / -20 °C

2.2: 97 percent / tetrahydrofuran / 6 h / 20 °C

With potassium tert-butylate; In tetrahydrofuran; diethyl ether;
DOI:10.1039/b308305e